159 Cherry Hill Rd, Middlefield, CT 06455
OFF MARKET

159 Cherry Hill Rd
Middlefield, CT 06455

  • 4 Beds
  • 2 Baths
  • 2,092 sqft (on 8.30 acres)

$582,200

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $3,929/mo*
Refinance Your Home

$582,200

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $3,929/mo*
Refinance Your Home
4 Beds
2 Baths
2,092 sqft
(on 8.30 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Come live the simple life in desirable Middlefield. This Home is set on OVER 8 acres close to Wadsworth Falls State Park, Lyman Orchards and Powder Ridge. Plenty of room for gardens, animals and outdoor living. Custom barn has 6 stalls, LARGE hay loft, paddock and plenty of pasture space above. Rent the barn out for income possibilities. Top field perfect for a riding ring, or to be used as hay. Possibly build-able. Kitchen is remodeled with new granite, stainless steel appliances, new sink, trim, doors and more.. 4 bedrooms, and two full baths. Large walk up attic space. LP gas generator. Glass doorknobs, beautiful trim make this home idyllic for the era. Convenient to highways. Also Available for lease.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 159 Cherry Hill Rd

Interior Features

Heating & Cooling
Heating: Other, OilCooling System: OtherHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
AtticNumber of Rooms: 8
Appliances & Utilities
DishwasherMicrowaveRefrigerator

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1928
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 8.30 acres

Price History for 159 Cherry Hill Rd

DatePriceEventSource
12/17/2019$350,000Sold
Smart MLS #170189790
09/30/2019$2,100ListingRemovedAgent Provided
09/18/2019$379,900PriceChange
Agent Provided
09/01/2019$2,300Listed For RentAgent Provided
07/29/2019$2,500ListingRemovedAgent Provided
07/29/2019$399,900PriceChange
Agent Provided
06/30/2019$2,500Listed For RentAgent Provided
06/11/2019$449,900PriceChange
Agent Provided
05/15/2019$479,900PriceChange
Agent Provided
04/27/2019$2,900ListingRemovedAgent Provided
04/23/2019$2,900Listed For RentAgent Provided
02/04/2019$499,900PriceChange
Agent Provided
11/18/2018$554,000PriceChange
Agent Provided
08/12/2018$579,000PriceChange
Agent Provided
07/13/2018$599,000PriceChange
Agent Provided
05/11/2018$615,000PriceChange
Agent Provided
05/02/2018$665,000Listed For SaleAgent Provided
06/11/1990$290,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$6,920
Assessment$232,200
Home facts updated by county records

Comparable Sales for 159 Cherry Hill Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
130 Cherry Hill Road, Middlefield, CT
0.18
Single-Family Home
$357,500
07/25/25
3
1.5
1,142
18 Rosemary Court, Middlefield, CT
0.29
Single-Family Home
$365,000
10/31/25
3
1
2,330
9 Garden Hill Road, Middlefield, CT
0.14
Single-Family Home
$298,000
09/09/25
3
1
1,088
25 Aresco Drive, Rockfall, CT
0.76
Single-Family Home
$440,000
09/26/25
3
2
1,843
20 Mack Road, Middlefield, CT
0.83
Single-Family Home
$415,000
09/30/25
4
3.5
2,776
75 Laurel Brook Road, Middlefield, CT
0.80
Single-Family Home
$650,000
06/27/25
3
2.5
2,610
41 Day School Drive, Middlefield, CT
0.84
Single-Family Home
$645,000
01/12/26
3
2.5
2,949
91 Main Street, Rockfall, CT
1.08
Single-Family Home
$495,000
05/29/25
4
1.5
2,194
140 Main Street, Middlefield, CT
0.95
Single-Family Home
$425,000
10/21/25
4
3
3,340
4 Aresco Drive, Rockfall, CT
0.66
Single-Family Home
$340,000
06/20/25
2
1
1,468

Nearby homes

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Assigned Schools

These are the assigned schools for 159 Cherry Hill Rd.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Middlefield

At least 15 Trulia users voted on each feature.

  • 100 % Say there's holiday spirit

  • 100 % Say car is needed

  • 93 % Say yards are well-kept

  • 90 % Say it's dog friendly

  • 84 % Say parking is easy

  • 83 % Say people would walk alone at night

  • 81 % Say there's wildlife

  • 76 % Say kids play outside

  • 75 % Say it's quiet

  • 63 % Say neighbors are friendly

  • 58 % Say they plan to stay for at least 5 years

  • 50 % Say there are community events

  • 39 % Say it's walkable to restaurants

  • 19 % Say streets are well-lit

  • 12 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Christina
    "Great area to walk dogs and meet other dogs. We have a dog park as well and lots of walking and hiking trails "
    0
    Flag
  • Kelican8621
    "Lived here for 7-8 years. Elementary through high school years actually. Great place to grow up and raise a family. The park in the center of town is well maintained and continually is adding additional activities for the community "
    1
    Flag
  • Mazie123b
    "Middlefield is a great town. Everyone is very friendly and neighborly and it is overall a safe place to live. "
    1
    Flag
  • Beannbeann
    "Great neighborhood. Every one is friendly. Nice area to take walks. No car traffic. And only a few miles from shopping. "
    1
    Flag
  • Beannbeann
    "Great area to walk your dog around and there’s a dog park within two miles from this area by the lake"
    0
    Flag
  • Beannbeann
    "Great small town to raise children. Close to shopping and highways but far enough away that you feel your living in the country. "
    0
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  • Beannbeann
    "I’ve lived in this neighborhood for 18 years now and it’s great. Friendly neighbors. Houses are close enough to walk from house to house but most properties are at least a half acre or more. Great area for kids to grow up in. "
    0
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  • Mazie B.
    "People are constantly walking their dogs around the neighborhood. There are no sidewalks, but there are plenty of nice, quiet, open streets. "
    0
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  • Debi W.
    "Lived here almost all my life - love small-town living! You can always count on your neighbors to be there for you. Quiet and tranquil - but close to big cities!"
    3
    Flag
  • Lisareed2018
    "My family has lived in this town for more than 100 years. I love this little town. Good schools, great homeownership ratio, nice homes with good sized yards, skiing, recreation, nestled in the country, but close enough to cities, too! "
    0
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Apartments for Rent

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Homes for sale near 159 Cherry Hill Rd

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Off Market Homes Near 159 Cherry Hill Rd

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Homes for rent near 159 Cherry Hill Rd

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159 Cherry Hill Rd, Middlefield, CT 06455 is a 4 bedroom, 2 bathroom, 2,092 sqft single-family home built in 1928. This property is not currently available for sale. 159 Cherry Hill Rd was last sold on Dec 17, 2019 for $350,000. The current Trulia Estimate for 159 Cherry Hill Rd is $582,200.